Journal
CHEMISTRY-AN ASIAN JOURNAL
Volume 11, Issue 9, Pages 1361-1365Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201600182
Keywords
alkenes; iodine; iodoamination; N-heterocyclic carbenes; N-iodosuccinimide
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Funding
- Shanghai Pujiang Talent Program [11J1402500]
- National Natural Science Foundation of China [21171056]
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We have developed I-2- or N-iodosuccinimide (NIS)-mediated amidiniumation of N-alkenyl formamidines for the syntheses of cyclic formamidinium salts, some of which could be directly used as N-heterocyclic carbene (NHC) precursors. Treatment of iodine-containing formamidinium salts with Al2O3 led to the formation of cyclic formamidinium salts with an unsaturated backbone. A rhodium(I) complex ligated by a representative NHC was prepared by the reaction of [Rh(cod)Cl](2) (cod= 1,5-cyclooctadiene) with the free carbene obtained in situ from deprotonation of the corresponding formamidinium salts. The NHCs prepared in situ can also react with S-8 to afford the corresponding thiones.
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